N-Furfurylbenzamide. A solution of 29 g (0.3 mole) of furfurylamine (see p. 60), b.p. 141–142°/680 mm, in 460 ml of dry benzene was introduced into a one-liter three-necked round-bottomed flask fitted with mercury-sealed stirrer, dropping funnel, and reflux condenser protected by a calcium chloride tube. The solution was stirred while a solution of 28 g (0.2 mole) of freshly distilled benzoyl chloride in 140 ml of dry benzene was added dropwise. When addition was complete (after 1.5–2 hours), the stirred reaction mixture was boiled in a water bath for one hour, cooled to room temperature, and washed, first with 100 ml of water, then with 100 ml of 10% sodium carbonate solution, and finally with 100 ml of water (Note 1). The moist benzene solution, which was yellow in color, was transferred to a one-liter distillation flask, and benzene was distilled off until the volume was reduced to 120–140 ml. The warm benzene solution remaining in the flask was poured slowly with stirring into 300 ml of petroleum ether (b.p. 70–90°) contained in a flask. Cream scalelike crystals were precipitated; they were filtered off and washed on the filter with two 50-ml portions of petroleum ether.
KeywordsPetroleum Ether Reflux Condenser Benzene Solution Benzoyl Chloride Sodium Carbonate Solution
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